Block Copolymers Containing Rod Segments

Complex Macromolecular Architectures: Synthesis, Characterization, and Self-Assembly

Volumn , Issue , 2011, Pages 395-429

  Higashihara, Tomoya ^a   Ueda, Mitsuru ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Condensative chain growth polymerization; Conjugated polymers; Controlled polymerization; High performance; Living polymerization; Microphase separation; Narrow molecular weight distribution; Rod coil block copolymer; Self assembly; Well defined structure

Indexed keywords

EID: 84885095419     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470825150.ch13     Document Type: Chapter

References (173)

1. Agut,W., Taton, D., and Lecommandoux, S. (2007)Aversatile synthetic approach to polypeptide based rod-coil block copolymers by click chemistry. Macromolecules, 40, 5653-5661.
2. Aharomi, S.M. (1979) Rigid backbone polymers. 2. Polyisocyanates and their liquid-crystal behavior. Macromolecules, 12, 94-103.
3. Aharoni, S.M. andWalsh, E.K., (1979) Rigid backbone polymers. 4. Solution properties of two lyotropic mesomorphic poly(isocyanates). Macromolecules, 12, 271-276.
4. Ahn, J.-H. and Lee, J.-S. (2003) Synthesis of well-defined rod-coil-rod polyhexylisocyanate-block-polystyrene-blockpolyhexylisocyanate via one-pot anionic polymerization. Macromolecular Rapid Communications, 24, 571-575.
5. Ahn, J.-H., Shin, Y.-D., Kim, S.-Y., and Lee, J.-S. (2003) Synthesis of well-defined block copolymers of n-hexyl isocyanate with isoprene by living anionic polymerization. Polymer, 44, 3847-3854.
6. Akagi, K. (2009) Helical polyacetylene: Asymmetric polymerization in a chiral liquid-crystal field. Chemical Reviews, 109, 5354-5401.
7. Alberts, B., Bray, D., Lewis, J. et al. (1989) Molecular Biology of the Cell, 2nd edn, Garland Publishing, New York, pp. 87-134, 820-830.
8. Aldissi, M. (1984) Soluble conducting poly(acetylene) block copolymers. Journal of the Chemical Society. Chemical Communications, 20, 1347-1348.
9. Aliferis, T., Iatrou, H., and Hadjichristidis, N. (2004) Living polypeptides. Biomacromolecules, 5, 1653-1656.
10. Angot, S., Murthy, K.S., Taton, D., and Gnanou, Y. (2000) Scope of the copper halide/bipyridyl system associated with calixarene-based multihalides for the synthesis of well-defined polystyrene and poly(meth)acrylate stars. Macromolecules, 33, 7261-7274.
11. Aoshima, S. and Kanaoka, S. (2009) A renaissance in living cationic polymerization. Chemical Reviews, 109, 5245-5287.
12. Aoshima, S., Yoshida, T., Kanazawa, A., and Kanaoka, S. (2007) New stage in living cationic polymerization: an array of effective Lewis acid catalysts and fast living polymerization in seconds. Journal of Polymer Science Part A-Polymer Chemistry, 45, 1801-1813.
13. Asawapirom, U., Güuntner, R., Forster, M., and Scherf, U. (2005) Semiconducting block copolymers-synthesis and nanostructure formation. Thin Solid Films, 477, 48-52.
14. Babin, J., Leroy, C., Lecommandoux, S. et al. (2005) Towards an easy access to amphiphilic rod-coil miktoarm star copolymers. Chemical Communications, 25, 1993-1995.
15. Barner-Kowollik, C., Davis, T.P., Heuts, J.P.A. et al. (2003) RAFTing down under: tales of missing radicals, fancy architectures, and mysterious holes. Journal of Polymer Science Part A-Polymer Chemistry, 41, 365-375.
16. Barrau, S., Heiser, T., Richard, F. et al. (2008) Self-assembling of novel fullerene-grafted donor-acceptor rod-coil block copolymers. Macromolecules, 41, 2701-2710.
17. Baughman, T.W. and Wagener, K.B. (2005) Recent advances in ADMET polymerization. Advances in Polymer Science, 176, 1-42.
18. Bazan, G.C. and Schrock, R.R. (1991) Synthesis of star block copolymers by controlled ring-opening metathesis polymerization. Macromolecules, 24, 817-823.
19. Benanti, T.L., Kalaydjian, A., and Venkataraman, D. (2008) Protocols for efficient postpolymerization functionalization of regioregular polythiophenes. Macromolecules, 41, 8312-8315.
20. Berda, E.B., Baughman, T.W., and Wagener, K.B. (2006) Precision branching in ethylene copolymers: synthesis and thermal behavior. Journal of Polymer Science Part A-Polymer Chemistry, 44, 4981-4989.
21. Bielawski, C.W. and Grubbs, R.H. (2007) Living ring-opening metathesis polymerization. Progress in Polymer Science, 32, 1-29.
22. Botiz, I. and Darling, S.B. (2009) Self-assembly of poly(3-hexylthiophene)-block-polylactide block copolymer and subsequent incorporation of electron acceptor material. Macromolecules, 42, 8211-8217.
23. Boudouris, B.W., Frisbie, C.D., and Hillmyer, M.A. (2008) Nanoporous poly(3-alkylthiophene) thin films generated from block copolymer templates. Macromolecules, 41, 67-75.
24. Brzezinska, K.R. and Deming, T.J. (2004) Synthesis of AB diblock copolymers by atom-transfer radical polymerization (ATRP) and living polymerization of a-amino acid-N-carboxyanhydrides. Macromolecular Bioscience, 4, 566-569.
25. Brzezinska, K.R., Curtin, S.A., and Deming, T.J. (2002) Polypeptide end-capping using functionalized isocyanates: preparation of pentablock copolymers. Macromolecules, 35, 2970-2976.
26. Bur, A.J. and Fetters, L.J. (1976) The chain structure, polymerization, and conformation of polyisocyanates. Chemical Reviews, 76, 727-746.
27. Caillol, S., Lecommandoux, S., Mingotaud, A.-F. et al. (2003) Synthesis and self-assembly properties of peptidepolylactide block copolymers. Macromolecules, 36, 1118-1124.
28. Chan, H.S.O. and Ng, S.C. (1998) Synthesis, characterization and applications of thiophene-based functional polymers. Progress in Polymer Science, 23, 1167-1231.
29. Chen, J.T., Thomas, E.L., Ober, C.K., and Hwang, S.S. (1995) Zigzag morphology of a poly(styrene-b-hexyl isocyanate) rod-coil block copolymer. Macromolecules, 28, 1688-1697.
30. Chueh, C.-C., Higashihara, T., Tsai, J.-H. et al. (2009) All-conjugated diblock copolymer of poly(3-hexylthiophene)- block-poly(3-phenoxymethylthiophene) for field-effect transistor and photovoltaic applications. Organic Electronics, 10, 1541-1548.
31. Cloutet, E., Fillaut, J.-L., Astruc, D., and Gnanou, Y. (1999) Star block copolymers and hexafullerene stars via derivatization of star-shaped polystyrenes. Macromolecules, 32, 1043-1054.
32. Craley, C.R., Zhang, R., Kowalewski, T. et al. (2009) Regioregular poly(3-hexylthiophene) in a novel conducting amphiphilic block copolymer. Macromolecular Rapid Communications, 30, 11-16.
33. Dai, C.-A., Yen, W.-C., Lee, Y.-H. et al. (2007) Facile synthesis of well-defined block copolymers containing regioregular poly(3-hexyl thiophene) via anionic macroinitiation method and their self-assembly behavior. Journal of the American Chemical Society, 129, 11036-11038.
34. Deming, T. (1997) Facile synthesis of block copolypeptides of defined architecture. Nature, 390, 386-389.
35. Dimitrov, I. and Schlaad, H. (2003) Synthesis of nearly monodisperse polystyrene-polypeptide block copolymers via polymerisation of N-carboxyanhydrides. Chemical Communications, 23, 2944-2945.
36. Fang, C., Qi, X.-Y., Fan, Q.-L. et al. (2007) A facile route to semiconductor nanocrystal-semiconducting polymer complex using amine-functionalized rod-coil triblock copolymer as multidentate ligand. Nanotechnology, 18, 35704.
37. Floudas, G., Papadopoulos, P., Klok, H.-A. et al. (2003) Hierarchical self-assembly of poly(c-benzyl-Lglutamate)- poly(ethyleneglycol)-poly(c-benzyl-L-glutamate) rod-coil-rod triblock copolymers. Macromolecules, 36, 3673-3683.
38. Frenzel, U. and Nuyken, Oskar (2002) Ruthenium-based metathesis initiators: development and use in ring-opening metathesis polymerization. Journal of Polymer Science Part A-Polymer Chemistry, 40, 2895-2916.
39. Fujita, Y., Koga, K., Kim, H.-K. et al. (2007) Phosgene-free synthesis of N-carboxyanhydrides of a-amino acids based on bisarylcarbonates as starting compounds. Journal of Polymer Science Part A-Polymer Chemistry, 45, 5365-5369.
40. Grimsdale, A.C., Leok Chan, K., Martin, R.E. et al. (2009) Synthesis of light-emitting conjugated polymers for applications in electroluminescent devices. Chemical Reviews, 109, 897-1091.
41. Güuntner, R., Asawapirom, U., Forster, M. et al. (2002) Conjugated polyfluorene/polyaniline block copolymersimproved synthesis and nanostructure formation. Thin Solid Films, 417, 1-6.
42. Hadjichristidis, N., Pitsikalis, M., Pispas, S., and Iatrou, H. (2001) Polymers with complex architecture by living anionic polymerization. Chemical Reviews, 101, 3747-3792.
43. Hamley, I.W. (2003) Nanotechnology with soft materials. Angewandte Chemie-International Edition, 42, 1692-1712. and references therein.
44. Heise, A., Hedrick, J.L., Frank, C.W., and Miller, R.D. (1999a) Starlike block copolymers with amphiphilic arms as models for unimolecular micelles. Journal of the American Chemical Society, 121, 8647-8648.
45. Heise, A., Hedrick, J.L., Trollss, M. et al. (1999b) Novel starlike poly(methyl methacrylate)s by controlled dendritic free radical initiation. Macromolecules, 32, 231-235.
46. Hempenius, M.A., Langeveld-Voss, B.M.W., van Haare, J.A.E.H. et al. (1998) A polystyrene-oligothiophenepolystyrene triblock copolymer. Journal of the American Chemical Society, 120, 2798-2804.
47. Higashihara, T. and Faust, R. (2009) Synthesis of novel ABA triblock and (ABA)n multiblock copolymers comprised of polyisobutylene and poly(g-benzyl-L-glutamate) segments. Reactive&Functional Polymers, 69, 429-434.
48. Higashihara, T. and Ueda, M. (2009a) Synthesis and characterization of a novel coil-rod-coil triblock copolymers comprised of regioregular poly(3-hexylthiophene) and poly(methyl methacrylate) segments. Reactive&Functional Polymers, 69, 457-462.
49. Higashihara, T. and Ueda, M. (2009b) Living anionic polymerization of 4-vinyltriphenylamine for synthesis of novel block copolymers containing low-polydisperse poly(4-vinyltriphenylamine) and regioregular poly(3-hexylthiophene) segments. Macromolecules, 42, 8794-8800.
50. Higashihara, T., Ohshimizu, K., Hirao, A., and Ueda, M. (2008) Facile synthesis ofABAtriblock copolymer containing regioregular poly(3-hexylthiophene) and polystyrene segments via linking reaction of poly(styryl)lithium. Macromolecules, 41, 9505-9507.
51. Higashihara, T., Takahashi, A., Tajima, S. et al. (2010) Synthesis of block copolymers consisting of poly(3- hexylthiophene) and polystyrene segments via ionic interaction and their self-assembly behavior. Polymer Journal, 42, 43-50.
52. Hillmyer, M.A. (2005a) Nanoporous materials from block copolymer precursors. Advances in Polymer Science, 190, 137-181.
53. Hillmyer, M.A. (2005b) Nanoporous materials from block copolymer precursors. Advances in Polymer Science, 190, 137-181.
54. Hirao, A. and Nakahama, S. (1992) Anionic living polymerization of monomers with functional silyl groups. Progress in Polymer Science, 17, 283-317.
55. Hirao, A., Karasawa, Y., Higashihara, T. et al. (2004) Synthesis of block co-polymers and star-branched polymers consisting of conducting polyacetylene segments via ionic interaction to form ionic bonds. Designed Monomers and Polymers, 7, 647-660.
56. Ho, R.M., Chen, C.K., and Chiang,Y.W. (2009a) Novel nanostructures from self-assembly of chiral block copolymers. Macromolecular Rapid Communications, 30, 1439-1456.
57. Ho, C.-C., Lee, Y.-H., Dai, C.-A. et al. (2009b) Synthesis and self-assembly of poly(diethylhexyloxy-p-phenylenevinylene)- b-poly(methyl methacrylate) rod-coil block copolymers. Macromolecules, 42, 4208-4219.
58. Hoeben, F.J.M., Jonkheijm, P., Meijer, E.W., and Schenning, A.P.H.J. (2005) About supramolecular assemblies of p-conjugated systems. Chemical Reviews, 105, 1491-1546.
59. Hsieh, H.L. and Quirk, R.P. (1996) Anionic Polymerization: Principles and Applications, Marcel Dekker, Inc., New York, Basel, Hong Kong. Huang, C.-J. and Chang, F.-C. (2008) Polypeptide diblock copolymers: syntheses and properties of poly(N-isopropylacrylamide)- b-polylysine. Macromolecules, 41, 7041-7052.
60. Ibarboure, E., Rodriguez-Hernandez, J., and Papon, E. (2006) Thermotropic liquid crystal behavior on PBLG-PDMSPBLG triblock copolymers. Journal of Polymer Science Part A-Polymer Chemistry, 44, 4668-4679.
61. Iovu, M.C., Sheina, E.E., Gil, R.R., and McCullough, R.D. (2005a) Experimental evidence for the quasi-"living" nature of the Grignard metathesis method for the synthesis of regioregular poly(3-alkylthiophenes). Macromolecules, 38, 8649-8656.
62. Iovu, M.C., Jeffries-EL, M., Sheina, E.E. et al. (2005b) Regioregular poly(3-alkylthiophene) conducting block copolymers. Polymer, 46, 8582-8586.
63. Iovu, M.C., Craley, C.R., Jeffries-EL, M. et al. (2007) Conducting regioregular polythiophene block copolymer nanofibrils synthesized by reversible addition fragmentation chain transfer polymerization (RAFT) and nitroxide mediated polymerization (NMP). Macromolecules, 40, 4733-4735.
64. Ishizu, K., Tsubaki, K., Mori, A., and Uchida, S. (2002) Architecture of nanostructured polymers. Progress in Polymer Science, 28, 27-54.
65. Ishizu, K., Hatoyama, N., and Uchida, S. (2008) Architecture of rod-brush block copolymers synthesized by a combination of coordination polymerization and atom transfer radical polymerization. Journal of Applied Polymer Science, 108, 3346-3352.
66. Jeffries-El, M., Sauvé, G., and McCullough, R.D. (2004) In-situ end-group functionalization of regioregular poly(3-alkylthiophene) using the Grignard metathesis polymerization method. Advanced Materials, 16, 1017-1019.
67. Jeffries-El, M., Sauvé, G., and McCullough, R.D. (2005) Facile synthesis of end-functionalized regioregular poly(3- alkylthiophene)s via modified Grignard metathesis reaction. Macromolecules, 38, 10346-10352.
68. Kanga, R.S., Hogen-Esch, T.E., Randrianalimanana, E. et al. (1990) Studies of the anionic polymerization of phenylvinylsulfoxide and its copolymer with styrene. Macromolecules, 23, 4235-4240.
69. Karatzas, A., Iatrou, H., Hadjichristidis, N. et al. (2008) Complex macromolecular chimeras. Biomacromolecules, 9, 2072-2080.
70. Kennedy, J.P. (1999) Living cationic polymerization of olefins. Howdid the discovery come about? Journal of Polymer Science Part A-Polymer Chemistry, 37, 2285-2293.
71. Kim, K.T., Vandermeulen, G.W.M., Winnik, M.A., and Manners, I. (2005) Organometallic-polypeptide block copolymers: synthesis and properties of poly(ferrocenyldimethylsilane)-b-poly-(g-benzyl-L-glutamate). Macromolecules, 38, 4958-4961.
72. Kim, S., Kakuda, Y., Yokoyama, A., and Yokozawa, T. (2007) Synthesis of controlled rod-coil block copolymers by a macroinitiator method: chain-growth polycondensation for an aromatic polyamide from a polystyrene macroinitiator. Journal of Polymer Science Part A-Polymer Chemistry, 45, 3129-3133.
73. Klok, H.A. and Lecommandoux, S. (2001) Supramolecular materials via block copolymer self-assembly. Advanced Materials, 13, 1217-1229.
74. Klok, H.-A., Langenwalter, J.F., and Lecommandoux, S. (2000) Self-assembly of peptide-based diblock oligomers. Macromolecules, 33, 7819-7826.
75. Koh, H.-D., Changez, M., Rahman, M.S., and Lee, J.-S. (2009) Formation of intermicellar-chained and cylindrical micellar networks from an amphiphilic rod-coil block copolymer: poly(n-hexyl isocyanate)-block-poly(2-vinylpyridine). Langmuir, 25, 7188-7192.
76. Krausch, G. and Magerle, R. (2002) Nanostructured thin films via self-assembly of block copolymers. Advanced Materials, 14, 1579-1583.
77. Kricheldorf, H. (1987) a-Amino acid-N-Carboxyanhydrides and Related Materials, Springer-Verlag, New York, pp. 1-280.
78. Krouse, S.A. and Schrock, R.R. (1988) Preparation of polyacetylene chains in low-polydispersity diblock and triblock copolymers. Macromolecules, 21, 1885-1888.
79. Kuo, C.-C., Tung, Y.-C., Lin, C.-H., and Chen, W.-C. (2008) Novel luminescent electrospun fibers prepared from conjugated rod-coil block copolymer of poly[2,7-(9,9-dihexylfluorene)]-block-poly(methyl methacrylate). Macromolecular Rapid Communications, 29, 1711-1715.
80. Kwon, Y. and Faust, R. (2004) Synthesis of polyisobutylene-based block copolymers with precisely controlled architecture by living cationic polymerization. Advances in Polymer Science, 167, 107-135.
81. Kwon, Y.K., Kim, H.S., Kim, H.J. et al. (2009) Reduced excimer formation in polyfluorenes by introducing coil-like poly[penta(ethylene glycol) methyl ether methacrylate] block segments. Macromolecules, 42, 887-891.
82. Lee, J.S., Hirao, A., and Nakahama, S. (1988) Polymerization of monomers containing functional silyl groups. 5. Synthesis of new porous membranes with functional groups. Macromolecules, 21, 274-276.
83. Lee, J.S., Hirao, A., and Nakahama, S. (1989) Polymerization of monomers containing functional silyl groups. 7. Porous membranes with controlled microstructures. Macromolecules, 22, 2602-2606.
84. Lee, M., Cho, B.-K., and Zin, W.-C. (2001) Supramolecular structures from rod-coil block copolymers. Chemical Reviews, 101, 3869-3892, and references therein.
85. Lee, J.U., Cirpan, A., Emrick, T. et al. (2009) Synthesis and photophysical property of well-defined donor-acceptor diblock copolymer based on regioregular poly(3-hexylthiophene) and fullerene. Journal of Materials Chemistry, 19, 1483-1489.
86. Lim, Y., Moon, K.-S., and Lee, M. (2008) Rod-coil block molecules: their aqueous self-assembly and biomaterials applications. Journal of Materials Chemistry, 18, 2909-2918.
87. Lin, C.-H., Tung, Y.-C., Ruokolainen, J. et al. (2008) Poly[2,7-(9,9-dihexylfluorene)]-block-poly(2-vinylpyridine) rod-coil and coil-rod-coil block copolymers: Synthesis, morphology and photophysical properties in methanol/THF mixed solvents. Macromolecules, 41, 8759-8769.
88. Lin, S.-T., Fuchise, K., Chen, Y. et al. (2009) Synthesis, thermomorphic characteristics, and fluorescent properties of poly[2,7-(9,9-dihexylfluorene)]-block-poly(N-isopropylacrylamide)-block- poly(N-hydroxyethylacrylamide) rod-coil-coil triblock copolymers. Soft Matter, 5, 3761-3770.
89. Liu, J., Sheina, E., Kowalewski, T., and McCullough, R.D. (2002) Tuning the electrical conductivity and self-assembly of regioregular polythiophene by block copolymerization: nanowire morphologies in new di- and triblock copolymers. Angewandte Chemie-International Edition, 41, 329-332.
90. Lu, H. and Cheng, J. (2007) Hexamethyldisilazane-mediated controlled polymerization of a-amino acid N-carboxyanhydrides. Journal of the American Chemical Society, 129, 14114-14115.
91. Lu, S., Liu, T., Ke, L. et al. (2005) Polyfluorene-based light-emitting rod-coil block copolymers. Macromolecules, 38, 8494-8502.
92. Mason, A.F., and Coates, G.W. (2007) Coordination polymerization: synthesis of new homo- and copolymer architectures from ethylene and propylene using homogeneous Ziegler-Natta polymerization catalysts. Macromolecular Engineering, 1, 217-249.
93. Matyjaszewski, K. and Xia, J. (2001) Atom transfer radical polymerization. Chemical Reviews, 101, 2921-2990.
94. Matyjaszewski, K., Miller, P.J., Pyun, J. et al. (1999) Synthesis and characterization of star polymers with varying arm number, length, and composition from organic and hybrid inorganic/organic multifunctional initiators. Macromolecules, 32, 6526-6535.
95. Miyakoshi, R., Yokoyama, A., and Yokozawa, T. (2005) Catalyst-transfer polycondensation. Mechanism of Nicatalyzed chain-growth polymerization leading to well-defined poly(3-hexylthiophene). Journal of the American Chemical Society, 127, 17542-17547.
96. Miyakoshi, R., Yokoyama, A., and Yokozawa, T. (2008a) Development of catalyst-transfer condensation polymerization. Synthesis of p-conjugated polymers with controlled molecular weight and low polydispersity. Journal of Polymer Science Part A-Polymer Chemistry, 46, 753-765.
97. Miyakoshi, R., Yokoyama, A., and Yokozawa, T. (2008b) Importance of the order of successive catalyst-transfer condensation polymerization in the synthesis of block Copolymers of polythiophene and poly(p-phenylene). Chemistry Letters, 37, 1022-1023.
98. Mori, H. and Mueller, A.H.E. (2003) New polymeric architectures with (meth)acrylic acid segments. Progress in Polymer Science, 28, 1403-1439.
99. Nakajima, A., Hayashi, T., Kugo, K., and Shinoda, K. (1979) Synthesis and structural study of the A-B-A type block copolymer consisting of poly(g-benzylL-glutamate) as the A component and polybutadiene as the B component. Macromolecules, 12, 840-843.
100. Ohshimizu, K. and Ueda, M. (2008) Well-controlled synthesis of block copolythiophenes. Macromolecules, 41, 5289-5294.
101. Ohshimizu, K., Shibasaki,Y.,Komura, M. et al. (2007) Synthesis and characterization of aromatic block copolyamides by condensative chain polymerization. Chemistry Letters, 36, 742-743.
102. Olsen, B.D. and Segalman, R.A. (2005) Structure and thermodynamics of weakly segregated rod-coil block copolymers. Macromolecules, 38, 10127-10137.
103. Olsen, B.D., Shah, M., Ganesan, V., and Segalman, R.A. (2008) Universalization of the phase diagram for a model rod-coil diblock copolymer. Macromolecules, 41, 6809-6817.
104. Olson, D.A., Chen, L., and Hillmyer, M.A. (2008a) Templating nanoporous polymers with ordered block copolymers. Chemistry of Materials, 20, 869-890.
105. Olson, D.A., Chen, L., and Hillmyer, M.A. (2008b) Templating nanoporous polymers with ordered block copolymers. Chemistry of Materials, 20, 869-890.
106. Ouhib, F., Khoukh, A., Ledeuil, J.-B. et al. (2008a) Diblock and random donor/acceptor "double cable" polythiophene copolymers via the GRIM method. Macromolecules, 41, 9736-9743.
107. Ouhib, F., Hiorns, R.C., de Bettignies, R. et al. (2008b) Photovoltaic cells based on polythiophenes carrying lateral phenyl groups. Thin Solid Films, 516, 7199-7204.
108. Park, C., Yoonand, J., and Thomas, E.L. (2003) Enabling nanotechnology with self assembled block copolymer patterns. Polymer, 44, 6725-6760.
109. Park, J.Y., Koenen, N., Forster, M. et al. (2008) Interplay of vesicle and lamellae formation in an amphiphilic polyfluorene-b-polythiophene all-conjugated diblock copolymer at the air-water interface. Macromolecules, 41, 6169-6175.
110. Patten, T.E. and Novak, B.M. (1991) "Living" titanium(IV) catalyzed coordination polymerizations of isocyanates. Journal of the American Chemical Society, 113, 5065-5066.
111. Patten, T.E. and Novak, B.M. (1996) Living organotitanium(IV)-catalyzed polymerizations of isocyanates. Journal of the American Chemical Society, 118, 1906-1916.
112. Percec, V. and Tomazos, D. (1992) Molecular engineering of side-chain liquid-crystalline polymers by living cationic polymerization. Advanced Materials, 4, 548-561.
113. Perepichka, I.F. and Perepichka, D.F. (eds) (2009) Handbook of Thiophene-Based Materials, John Wiley-VCH and Sons Ltd, Chichester, UK. Qu, G., Jiang, F., Zhang, S., and Usuda, S. (2007) A novel poly(p-phenylene vinylene)-b-poly(methyl methacrylate) rod-coil diblock copolymer. Materials Letters, 61, 3421-3424.
114. Radano, C.P., Scherman, O.A., Stingelin-Stutzmann, N. et al. (2005) Crystalline-crystalline block copolymers of regioregular poly(3-hexylthiophene) and polyethylene by ring-opening metathesis polymerization. Journal of the American Chemical Society, 127, 12502-12503.
115. Rahman, M.S., Samal, S., and Lee, J.-S. (2006) Synthesis and self-assembly studies of amphiphilic poly(n-hexyl isocyanate)-block-poly(2-vinylpyridine)-block-poly(n-hexyl isocyanate) rod-coil-rod triblock copolymer. Macromolecules, 39, 5009-5014.
116. Rahman, M.S., Samal, S., and Lee, J.-S. (2007) Quantitative in situ coupling of living diblock copolymers for the preparation of amphiphilic coil-rod-coil triblock copolymer poly(2-vinylpyridine)-b-poly(n-hexyl isocyanate)-bpoly(2-vinylpyridine). Macromolecules, 40, 9279-9283.
117. Rao, J., Luo, Z., Ge, Z. et al. (2007) "Schizophrenic" micellization associated with coil-to-helix transitions based on polypeptide hybrid double hydrophilic rod-coil diblock copolymer. Biomacromolecules, 8, 3871-3878.
118. Richard, F., Brochon, C., Leclerc, N. et al. (2008) Design of a linear poly(3-hexylthiophene)/fullerene-based donoracceptor rod-coil block copolymer. Macromolecular Rapid Communications, 29, 885-891.
119. Roncali, J. (1992) Conjugated poly(thiophenes): synthesis, functionalization, and applications. Chemical Reviews, 92, 711-738.
120. Rubatat, L., Kong, X., Jenekhe, S.A. et al. (2008) Self-assembly of polypeptide/p-conjugated polymer/polypeptide triblock copolymers in rod-rod-rod and coil-rod-coil conformations. Macromolecules, 41, 1846-1852.
121. Sary, N., Rubatat, L., Brochon, C. et al. (2007) Self-assembly of poly(diethylhexyloxy-p-phenylenevinylene)-b-poly (4-vinylpyridine) rod-coil block copolymer systems. Macromolecules, 40, 6990-6997.
122. Sawamoto, M. (1993) The synthesis of well-defined polymers by living cationic polymerization of vinyl monomers. Trends in Polymer Science, 1, 111-115.
123. Sawamoto, M. and Higashimura, T. (1990) Living polymer systems, living cationic polymerization, alkenyl. Encyclopedia of Polymer Science and Engineering, (Suppl), 399-412.
124. Scherf, U., Gutacker, A., and Koenen, N. (2008) All-conjugated block copolymers. Accounts of Chemical Research, 41, 1086-1097.
125. Scherman, O.A., Rutenberg, I.M., and Grubbs, R.H. (2003) Direct synthesis of soluble, end-functionalized polyenes and polyacetylene block copolymers. Journal of the American Chemical Society, 125, 8515-8522.
126. Schmitt, C., Nothofer, H.-G., Falcou, A., and Scherf, U. (2001) Conjugated polyfluorene/polyaniline block copolymers. Macromolecular Rapid Communications, 22, 624-628.
127. Shibasaki, Y. and Ueda, M. (2003) Precise control of molecular weight and its distribution in polycondensation. Kino Zairyo, 23, 22-29.
128. Shibasaki, Y., Araki, T., Okazaki, M., and Ueda, M. (2002) Control of molecular-weight distribution in polycondensation polymers. Polyamide synthesis. Polymer Journal, 34, 261-266.
129. Shin, Y.-D., Kim, S.-Y., Ahn, J.-H., and Lee, J.-S. (2001) Synthesis of poly(n-hexyl isocyanate) by controlled anionic polymerization in the presence of NaBPh4. Macromolecules, 34, 2408-2410.
130. Shirakawa, H., Louis, E.J., MacDiarmid, A.G. et al. (1977) Synthesis of electrically conducting organic polymers: halogen derivatives of polyacetylene, (CH)x. Journal of the Chemical Society. Chemical Communications, 16, 578-580.
131. Simionescu, C.I. and Percec, V. (1982) Progress in polyacetylene chemistry. Progress in Polymer Science, 8, 133-214.
132. Sivanandan, K., Chatterjee, T., Treat, N. et al. (2009) High surface area poly(3-hexylthiophenes) thin films from cleavable graft copolymers. Macromolecules, 43, 233-241.
133. Sommer, M., Lang, A.S., and Thelakkat, M. (2008) Crystalline-crystalline donor-acceptor block copolymers. Angewandte Chemie-International Edition, 47, 7901-7904.
134. Stalmach, U., de Boer, B., Videlot, C. et al. (2000) Semiconducting diblock copolymers synthesized by means of controlled radical polymerization techniques. Journal of the American Chemical Society, 122, 5464-5472.
135. Stenzel-Rosenbaum, M., Davis, T.P., Chen, V., and Fane, A.G. (2001) Star-polymer synthesis via radical reversible addition-fragmentation chain-transfer polymerization. Journal of Polymer Science Part A-Polymer Chemistry, 39, 2777-2783.
136. Sugi, R.,Yokoyama, A., andYokozawa, T. (2003a) Synthesis of well-defined telechelic aromatic polyamides by chaingrowth polycondensation: Application to the synthesis of block copolymers of polyamide and poly(tetrahydrofuran). Macromolecular Rapid Communications, 24, 1085-1090.
137. Sugi, R., Hitaka, Y., Sekino, A. et al. (2003b) Bidirectional propagation of chain-growth polycondensation: Its application to poly(ethylene glycol)-aromatic polyamide-poly(ethylene glycol) triblock copolymer with low polydispersity. Journal of Polymer Science Part A-Polymer Chemistry, 41, 1341-1346.
138. Sugi, R.,Yokoyama, A., Furuyama, T. et al. (2005) Inductive effect-assisted chain-growth polycondensation. Synthetic development from para- to meta-substituted aromatic polyamides with lowpolydispersities. Journal of the American Chemical Society, 127, 10172-10173.
139. Sugiyama, K., Karasawa,Y., Higashihara,T. et al. (2006) Synthesis of block copolymers and asymmetric star-branched polymers comprised of polyacetylene and polystyrene segments via ionic bond formation. Monatshefte fur Chemie, 137, 869-880.
140. Takahashi, A., Ryo, Y., Higashihara, T., Ahn, B., Ree, M., Ueda, M. (2010) Preparation of nanoporous poly(3- hexylthiophene) films based on a template system of block copolymers via ionic interaction. Macromolecules, 43, 4843-4852.
141. Tao,Y., McCulloch, B., Kim, S., and Segalman, R.A. (2009) The relationship between morphology and performance of donor-acceptor rod-coil block copolymer solar cells. Soft Matter, 5, 4219-4230.
142. Tian, Y., Chen, C.-Y., Yip, H.-L. et al. (2009) Synthesis, nanostructure, functionality, and application of polyfluoreneblock- poly(N-isopropylacrylamide)s. Macromolecules, 43, 282-291.
143. Tseng,W.H., Chen, C.K., Chiang, Y.W. et al. (2009) Helical nanocomposites from chiral block copolymer templates. Journal of the American Chemical Society, 131, 1356-1357.
144. Tsolakis, P.K. and Kallitsis, J.K. (2003) Synthesis and characterization of luminescent rod-coil block copolymers by atom transfer radical polymerization: Utilization of novel end-functionalized terfluorenes as macroinitiators. Chemistry-A European Journal, 9, 936-943.
145. Tu, G., Li, H., Forster, M. et al. (2007) Amphiphilic conjugated block copolymers: Synthesis and solvent-selective photoluminescence quenching. Small, 3, 1001-1006.
146. Tung, Y.-C. and Chen,W.-C. (2009) Poly[2,7-(9,9-dihexylfluorene)]-block-poly[3-(trimethoxysilyl)propyl methacrylate] (PF-b-PTMSPMA) rod-coil block copolymers: Synthesis, morphology and photophysical properties in mixed solvents. Reactive&Functional Polymers, 69, 507-518.
147. Tung, Y.-C., Wu, W.-C., and Chen, W.-C. (2006) Morphological transformation and photophysical properties of rod-coil poly[2,7-(9,9- dihexylfluorene)]-block-poly(acrylic acid) in solution. Macromolecular Rapid Communications, 27, 1838-1844.
148. Urien, M., Erothu, H., Cloutet, E. et al. (2008) Poly(3-hexylthiophene) based block copolymers prepared by Click chemistry. Macromolecules, 41, 7033-7040.
149. Van den Bergh, K., Huybrechts, J., Verbiest, T., and Koeckelberghs, G. (2008) Transfer of supramolecular chirality in block copoly(thiophene)s. Chemistry-A European Journal, 14, 9122-9125.
150. Wang, H., Jost, R., andWudl, F. (2007) Facile synthesis of conjugated rod-coil block copolymers. Journal of Polymer Science Part A-Polymer Chemistry, 45, 800-808.
151. Webster, O.W. (2000) The discovery and commercialization of group-transfer polymerization. Journal of Polymer Science Part A-Polymer Chemistry, 38, 2855-2860.
152. Webster, O.W. (2004) Group transfer polymerization: Mechanism and comparison with other methods for controlled polymerization of acrylic monomers. Advances in Polymer Science, 167, 1-34.
153. Widawski, G., Rawiso, M., and Francois, B. (1994) Self-organized honeycomb morphology of star-polymer polystyrene films. Nature, 369, 387-389.
154. Clough, S.B. (1975) Characterization of Materials in Research Ceramics and Polymers, Burke, J.J.,Weiss, V. (Eds.), Syracuse University Press, Syracuse, New York, pp. 417-436.
155. Wu, W.-C., Tian, Y., Chen, C.-Y. et al. (2007) Theoretical and experimental studies on the surface structures of conjugated rod-coil block copolymer brushes. Langmuir, 23, 2805-2814.
156. Wu, P.-T., Ren, G., Li, C. et al. (2009) Crystalline diblock conjugated copolymers: Synthesis, self-assembly, and microphase separation of poly(3-butylthiophene)-b-poly(3-octylthiophene). Macromolecules, 42, 2317-2320.
157. Yang, C., Lee, J.K., Heeger, A.J., andWudl, F. (2009)Well-defined donor-acceptor rod-coil diblock copolymers based on P3HT containing C60: the morphology and role as a surfactant in bulk-heterojunction solar cells. Journal of Materials Chemistry, 19, 5416-5423.
158. Yokoyama, A. and Yokozawa, T. (2007) Converting step-growth to chain-growth condensation polymerization. Macromolecules, 40, 4093-4101.
159. Yokoyama, A., Kato, A., Miyakoshi, R., and Yokozawa, T. (2008) Precision synthesis of poly(N-hexylpyrrole) and its diblock copolymer with poly(p-phenylene) via catalyst-transfer polycondensation. Macromolecules, 41, 7271-7273.
160. Yokozawa, T. and Yokoyama, A. (2004) Chain-growth polycondensation: Living polymerization nature in polycondensation and approach to condensation polymer architecture. Polymer Journal, 36, 65-83.
161. Yokozawa, T. and Yokoyama, A. (2007) Chain-growth polycondensation: The living polymerization process in polycondensation. Progress in Polymer Science, 32, 147-172.
162. Yokozawa, T. and Yokoyama, A. (2009) Chain-growth condensation polymerization for the synthesis of well-defined condensation polymers and p-conjugated polymers. Chemical Reviews, 109, 5595-5619.
163. Yokozawa, T., Asai, T., Sugi, R. et al. (2000) Chain-growth polycondensation for nonbiological polyamides of defined architecture. Journal of the American Chemical Society, 122, 8313-8314.
164. Yokozawa, T., Ogawa, M., Sekino,A. et al. (2002) Chain-growth polycondensation for well-defined aramide. Synthesis of unprecedented block copolymer containing aramide with low polydispersity. Journal of the American Chemical Society, 124, 15158-15159.
165. Yokozawa, T., Muroya, D., Sugi, R., and Yokoyama, A. (2005) Convenient method of chain-growth polycondensation for well-defined aromatic polyamides. Macromolecular Rapid Communications, 26, 979-981.
166. Yokozawa, T., Adachi, I., Miyakoshi, R., and Yokoyama, A. (2007) Catalyst-transfer condensation polymerization for the synthesis of
167. Yokozawa, T., Ajioka, N., and Yokoyama, A. (2008) Reaction control in condensation polymerization. Advances in Polymer Science, 217, 1-77.
168. Zhang, Y., Tajima, K., Hirota, K., and Hashimoto, K. (2008) Synthesis of all-conjugated diblock copolymers by quasiliving polymerization and observation of their microphase separation. Journal of the American Chemical Society, 130, 7812-7813.
169. Zhang, Q., Cirpan, A., Russell, T.P., and Emrick, T. (2009) Donor-acceptor poly(thiophene-block-perylene diimide) copolymers: Synthesis and solar cell fabrication. Macromolecules, 42, 1079-1082.
170. Zhao, Y., Higashihara, T., Sugiyama, K., and Hirao, A. (2005) Synthesis of functionalized asymmetric star polymers containing conductive polyacetylene segments by living anionic polymerization. Journal of the American Chemical Society, 127, 14158-14159.
171. Zhao,Y., Higashihara, T., Sugiyama, K., and Hirao, A. (2007) Synthesis of asymmetric star-branched polymers having two polyacetylene arms by means of living anionic polymerization using 1,1-diphenylethylene derivatives. Macromolecules, 40, 228-238.
172. Zhong, X.F. and Francois, B. (1988) Synthesis of soluble polystyrene (PS)-poly(p-phenylene) (PPP) block copolymers: a new way towards pure PPP films. Die Makromolekulare Chemie, Rapid Communications, 9, 411-416.
173. Zou, J., Khondaker, S.I., Huo, Q., and Zhai, L. (2009)Ageneral strategy to disperse and functionalize carbon nanotubes using conjugated block copolymers. Advanced Functional Materials, 19, 479-483.